Eastern Massachusetts Beach Vacations 2026

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Top Beach vacation packages in Eastern Massachusetts

Price found within the past 48 hours. Click for updated prices.

Harbor View Hotel

Save 100% on your flight

$1,254

per person

Nov 16 - Nov 23

found 9 hours ago

Roundtrip flight included

Baltimore (BWI) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,001 reviews)

Beautiful Hotel and Venue with impeccable amenities. Beautiful water views and outstanding and friendly Staff. Disappointed we were not able to stay longer. Will definitely plan another trip in the near future!

Reviewed on Oct 10, 2026

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See all available trips from Columbus to Eastern Massachusetts

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5* Beach vacations in Eastern Massachusetts

Price found within the past 48 hours. Click for updated prices.

Harbor View Hotel

Save 100% on your flight

$1,254

per person

Nov 16 - Nov 23

found 9 hours ago

Roundtrip flight included

Baltimore (BWI) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,001 reviews)

Reviewed on Oct 10, 2026

Don't see what you're looking for?

See all available trips from Columbus to Eastern Massachusetts

View all trips

3 Night Beach vacations in Eastern Massachusetts

Price found within the past 48 hours. Click for updated prices.

Harbor View Hotel

$806

per person

Nov 22 - Nov 25

just found

Roundtrip flight included

Raleigh (RDU) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,001 reviews)

Reviewed on Oct 10, 2026

Don't see what you're looking for?

See all available trips from Columbus to Eastern Massachusetts

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4 Night Beach vacations in Eastern Massachusetts

Price found within the past 48 hours. Click for updated prices.

Nantasket Beach Resort

Nantasket Beach

$751

per person

Nov 19 - Nov 23

found 1 day ago

Roundtrip flight included

Nashville (BNA) to Boston (BOS)

8.6/10 Excellent! (1,012 reviews)

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See all available trips from Columbus to Eastern Massachusetts

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How do I book the best Eastern Massachusetts beach vacation packages?

Life’s a beach when you dive into our brilliant Eastern Massachusetts beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Eastern Massachusetts?

A rental steps from the shore creates an amazingly affordable Eastern Massachusetts beach vacation. Seaside sojourns during low season start from $751. Prices and availability are subject to change. Additional terms may apply.

When should I book a Eastern Massachusetts beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

How can I book the best family beach vacations in Eastern Massachusetts?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Eastern Massachusetts beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Eastern Massachusetts vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Eastern Massachusetts beach vacation deals?

Sort your search results by deals to delight in amazing Eastern Massachusetts beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Eastern Massachusetts beach trip with free cancellation and/or flexible dates?

Just like the Eastern Massachusetts tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Eastern Massachusetts beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Eastern Massachusetts. (OK, maybe not that last part.)

Top Beach Eastern Massachusetts Hotels

The Westin Boston Seaport District

425 Summer St Boston MA

5 min walk from Fenway Park

Book a stay at this business-friendly hotel in Boston. Enjoy 2 bars/lounges, breakfast (surcharge), and room service. Our guests praise the breakfast and the ...

Sea Crest Beach Resort

350 Quaker Rd North Falmouth MA

2 hours drive from Fenway Park

At this hotel, get ready to enjoy the sunsets on the beach in North Falmouth, as you'll be near Cape Cod Beaches. 2 restaurants, a private beach, and a beach ...

7.6/10 Good! (534 reviews)

Travelers like: on the beach, sun loungers, beach bars, beach umbrellas

Travelers say...

"Beautiful location! Our stay was just overnight so didn’t get to enjoy it to its fullest."

Reviewed on Oct 16, 2026

Lighthouse Inn

1 Lighthouse Inn Rd West Dennis MA

2 hours drive from Fenway Park

Make the most of this fantastic location, as you'll be a short walk from Cape Cod Beaches with a holiday at this hotel. Amenities at Lighthouse Inn include a ...

8.8/10 Excellent! (344 reviews)

Travelers like: on the beach, sun loungers, beach umbrellas, beach towels

Travelers say...

"So many bugs like spider all over the towels. Staff was not helpful at all. Great view"

Reviewed on Oct 14, 2026

See all 16,076 properties in Eastern Massachusetts

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.